Germicidal preparation



M dic 194 Y 2,253,182 csamcmsr; rnsrsasrron Lehn & Fink tion of DelawareNo Drawing.

1 g a Claims. The present invention relates to improvements ingermicidal or bactericidal preparations having a high bactericidalactlvity, and more particularly to such preparations containing agermicidal terpineol such as alpha-terplneol or terpineol substancessuch as pine oil. pine oil fractions and the like;

.In accordance with the present invention, alpha-terpineol, pine, oil,or the terpineol fraction of pine oil, for example, are-employed asconstituents of mixed germicidal preparations, in which they are foundto be capable of decidedly enhancing the germicidal efliciency thereofwith respect to such microorganisms as Streptococcus hemoluticus,Ebertella tuphi and Escherichia colt.

In preparing germicidal preparations in -accordance with the presentinvention, pine oil. for example, is suitably incorporated in dispersedform in -an aqueous vehicle, employing as the dispersing agent a castoroil soap. If desired,

' other soluble alkali metal soaps of fatty acids of corn oil, linseedoil, olive oil, or other vegetable or animal fatty oils, or mixtures ofsuch soaps may be employed as the dispersing agent. The resultingdispersion is incorporated as a constit- Application Serial No. 287,113

u. l asaignorto Corporation, a comra- July 2a, 1939.

enhancing the bactericidal ,efiectivene'ss or the accordance with thepresent invention, pine oil or alpha-terpineol, in combination withother bactericidal agents such as the phenols, particularlythehalogenated, and alkylated and halogenated phenols, have the peculiarproperty of mixtures with respect to Streptococcus hemolyti cus,Ebertella tpphi and Escherichia coli. The A enhanced bactericidaleffectiveness of the germicidal'preparations in accordance with thepresent invention appears to be selective since with other bacteria, forexample,Staphylococci, it does not occur. 4 V

The following tables are set forth to show the unexpected, enhancedbactericidal eifectiveness with respectto Streptococcus ,hemoluticus,Ebertella tuphi and Escherichia colt of mixed germi cidal preparationsin aqueous dispersions in accordance with thepresent invention. Thetests uent with other germicidal agents, more par-. ticularlyot aphenolic character, in a composite preparation. Insuch compositepreparations, the pine oil, when present in dispersed form ashereinbefore setforth, definitely enhances the bactericidaleffectiveness of the mixture withrespect to Streptococcus hemoluticue,Ebertella tpphi and Escherichia coll.

In practicing the present invention, it is desirable to mix a fairlyconcentrated dispersion of alpha-terplneol or pine oil with a solutionor similar dispersion of the other germicidal agent or agents. Theconcentration of the mixed germicidal or bactericidal agents in thepreparation may be varied within wide limits. For general use, aconcentration of about 0.5% of the total of the germicidal agents hasbeen fcimd to be satisfactory, although moreor less concentrateddispersionsmay, of course, be prepared, say irom about 1 to'about 10%'.For application, the products maybe diluted to any desiredconcentration, say to 1% or to 0.5% and even lower.

In general and in contradistinction to the pres- Minlinum dd Phenol a in10 coeiiicient minutes Pine 01] 1:10 0.17 .Alsha-terpineol 1:10 0.17phloro-phenol .1:300 6.0 o-Chloro-phenol 1:160 2.7 p-Bromo-phenol 1:3756. 3 o-Bromo-phenol. 1:230 3. 3 o-Iodo-phenol... 1:350 5. 8p-ChlOlo-m-creso A 1:000 10.0 p-Chloro-symmm-xylenol 1:1200 20.0

cut discovery, the bactericidal effectiveness 'of mixtures ofgermicides'is not enhanced or is, in fact, decreased, being. in mostinstances equal were carried out at 20 C. using the technique of theFood and Drug Administration Method (Circular No. 198 of the U. S;Department of Agriculture) in the case of Ebertella twhi, and one verysimilar to it, in the case of Escherichia coli and of Streptococcushemoluticus.

In the first three tables, Streptococcus hemoglyticus was used as thetest-organism. V

. 'TABLI I Test organism: str m m hemolyticus Mixtures of equal parts'ofbactericides (not includingpine oil or alpha-terpineol) are in generalfound tohave a bactericidal eflectivenes's which closely approaches thecalculated arithmetical mean of the phenol coemcients of thesecompounds, as disclosed in my prior Patents No. 1,953,413, dated April3, 1934; and No. 1,984,646,

dated December 18, 1934. when these bactericides are combined agermicidal prepara- TAiBLE II Test organism: Streptococcus hemolyticusMinimum Phenol Phenol germicidal coeflicoefliggggf Mixtures of pine oilwithconcentrecient cient cacy in tion in 10 obcalcur can;

minutes served lated pe p-Chloro-phenol- 1:225 s. s 2.6 46o-Chloro-phenoL- 1: 130 2. 2 l. 5 47 p-Brorno-phenoL- 1: 275 4. 6 3. 330 o-Bromo-phenoL- l 130' 2. 2 1. 8 22 o-Iodo-phenol 1:225 3.8 2.8 36p-Chloro-m-cresoi 1:375 6. 3 5. 1 24 p-Chloro-symm.m-xylenol 1:700 14.10. 1 39 TABLE III Test organism: Streptococcus hemolgticus'Minirniiciirri P1193101 Phcgiol I germ c a con ooe ncreese M mums g lf'concentracicnt cient of eflicacy tion in 10 obcalcuin percent minutesserved lated p-Chioro-phenoi. 1:225 3. 8 2. 6 46 o-Chloro-phenoL 1:1402. 3 1. 53 p-Bromo-phcnol. l :250 4. 2 3. 3 27 o-Bromo'pbcno1 1: 150 2.5 1. 8 39 oIodo-pheno1 1:225 3.8 2.8 36 p-Chloro-m-clcso 1:400 6. 7 5. 131 p-Chloro-symm. 1:800 13. 3 10. 1 32 It isapparent from the foregoingtables that in the case of Streptococcus hemolyticus, the germicidalpreparations in accordance with the present invention have an increasedbactericidal 'efiectiveness over the phenol coeflicient figurescalculatedon a basis of the expected additive efiects of the componentgermicides of the mixture.

The following tables IV, V and VI refer to tests with Ebertella typhi.

TABLE IV 7 Test organism: Ebertella typhi The increase of bactericidalefiicacy, in accordance with the present invention is distinctly inevidence.

Tables VII, VIII and IX give the results of experiments with Escherichiacoli as the test organism.

TABLE VII Test organism: Escherichia coli Minimum Phenol germicidalsubstance concentration 93 in 10 minutes n 1:500 7.1 1:450 6.4 1:500 7.11:800 11.4 p-Chloro-m-cresol 1:1200 17. 1 p-Chloro-symm.-m-xylenol1:200() 28. 6

TABLE VIII Test organism: Escherichia coli Minimum Phenol Phenolgermicidal coeflicoefli- 3F5 3? Mixtures oi pine oil withconcentracienteient cm in tion in 10 ohcalcuer g minutes served lated p TABLE IX Testorganism: Escherichia coli Minimum Phenol Phenol Increase germicidal coecoe Mixtures ,1' concentracient clent 8: tion in 10 012- calcug minutesserved lated p8 p-Chloro-phenoi- 1:600 8.6 6.8 26 p-Bromo-phenol- 1:70010. 0 8. 9 12 p-Chloro-m-creso 1:1000 l4. 3 11. 8 21p-Chloro-symm.m-xy1eno1 1:1600 22.9 17.5 31

As in the case of Streptococcus hemoluttcus and of Ebertella tgpht,there is a substantial enhancement of bactericidal activity with respectto Escherichia coli or the mixtures as compared with the calculatedadditive figures of the components. 7

It is readily apparent that various flavoring or perfuming constituents,soluble substances foras included in the accompanying 2,258,182 Iglycerine from saponiflcation o! the castor' 8. A germicidal preparationhaving an e hanced bactericidal eflectiveness comprising an aqueousdispersion 01' a terpineol and a halogenated phenol.

9. A germicidal preparation having an enhanced bactericidal eifectivenescomprising an aqueous dispersion of alpha-terpineoi and a hancedbactericidal efiectiveness comprising an aqueous dispersion of agermicidal substance or the class consisting of alpha-terpineol and pineoil and a halogenated phenolic body having germicidal properties.

2. A germicidal preparation having an en-' hanced bactericidalefiectiveness comprising an aqueous dispersion of a germicidal substanceof the class consisting of alpha-terpineol and pine' oil and analkylated halogenated having germicidal properties.

3. A germicidal preparation having an enhanced bactericidalefiectiveness, comprising an aqueous dispersion of pine oil and ahalogenated phenol. I

4. A germicidal preparation having an enhanced bactericidaleiiectiveness comprising an aqueous dispersion oi! pine oil and achlorophenol.

phenolic body 5. A germicidal preparation having an enhancedbactericidal effectiveness comprising an aqueous dispersion of pine oiland a chlorocresol. i I

6. A germicidal preparation having an enhanced bactericidalefiectivene'ss comprising an aqueous dispersion of. pine oil and achloroxylenol. n

g 7. A germicidal preparation having an ,en-

' hanced bactericidal effectiveness comprising an aqueous dispersion oralpha-te'rpineol and a 5 halogenated phenol.

chloro-phenol. 10. A germicidal preparation having an enhancedbactericidal efl'ectiveness comprising an aqueous dispersion ofalpha-terpineol and a chloro-cresol.

11. A germicidal preparation having an en- .hanced bactericidalefiectiveness comprising an aqueous dispersion of alpha-terpineol and achloro-xylenol.

12. A germicidal preparation having an'en-' Y hanced bactericidaleffectiveness comprising an aqueous dispersion 01' a germicidalsubstance oi? the class consisting of alpha-terpineol and pine oil and amonohalogenated phenolic compound having germicidal properties. i

13. A germicidal preparation having an enhanced bactericidaleiiectiveness comprising an. aqueous dispersion of a germicidalsubstance of the class consisting of alpha-terpineol and pine oil and aphenolic compound of the class consisting of the orthoandpara-monohalogenated, mononuclear phenols.

14. A germicidal preparation having an enhanced bactericidaleffectiveness comprising an aqueous dispersion of a germicidal substanceof the class consisting of alpha-terpineol and pine oil and a phenoliccompound of the class consisting of the orthoand para-monohalogenated,

mononuclear, ,alkyl substituted phenols.

15. A germicidal preparation having an en- I hanced bactericidaleilfectiveness comprising an aqueous dispersion of pine oil and amonochloro, mononuclear, monohydric phenol.

16. A germicidal preparation having an enhanced bactericidalefiectiveness comprising an aqueous dispersion of alpha-terpineol and amonochloro, mononuclear, monohydric phenol.

